Guesthouse vacation rentals in Chiltern

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Chiltern

Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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Top guest favourite

Guesthouse in Cookham

4.96 out of 5 average rating, 135 reviews

Inclusive, childsafe, garden, near pubs/river/golf

The Cottage is a safe space welcoming to all. Self check-in, private garden area, outdoor furniture (& table-tennis). River/pubs/golf within half-mile walk. Galleried bedroom, Superking bed, laptop friendly desk/dressing table (room for travel cot). Ground floor large sofabed. Wifi & SmartTV. Kitchen area with oven, gas hob, microwave, fridge with small freezer. Dining table for 4. Free parking for 2 cars on forecourt shared with main house. Quiet location, trees and birdsong. Animal friendly.

Top guest favourite

Guesthouse in Great Gaddesden

5 out of 5 average rating, 101 reviews

Cosy hideaway in the heart of Herts countryside

Your private home is tucked away in its own plot, within the grounds of a 380 year old Grade II listed home. Set in the rolling hills of the Chilterns 'Area of Outstanding Natural Beauty' & close to the stunning Ashridge Estate. 10 min drive to Berkhamsted. Explore beautiful walks on the doorstep or take a 2 min stroll up to the Amaravati Buddhist monastery for meditation. The Harry Potter Studio Tour is 20 min drive away or settle in at the award winning Alford Arms pub in the nearby village.

Top guest favourite

Guesthouse in Owlswick

4.98 out of 5 average rating, 137 reviews

The Old Music Studio - retreat with tennis court

A stay in our former music studio is an immersion in nature. After a walk in the Chilterns and a fireside drink at a country pub, relax on the large comfortable sofa and watch the wildlife in the meadow from the warmth of this cosy retreat. If you’re feeling energetic, play tennis or pickleball on our court or cycle the Phoenix Trail - (Bikes/E-bikes by arrangement.) A perfect hideaway for a romantic break, recreational weekend, peaceful remote working or just recharging your batteries.

Top guest favourite

Guesthouse in Croxley Green

4.99 out of 5 average rating, 214 reviews

Near business park, tube, Harry Potter airports.

This is a traditional old stable building which does make it unsuitable for disabled access. The location is situated in a quiet area with its own secure parking and easy access to transport links. Croxley business park is a 5 minute drive away. The motorway is a ten minute drive away. London underground metropolitan line is a ten minute walk. Wembley is a 20 minute tube ride. Heathrow airport is a 15 minute drive, Luton airport is a 25 minute drive, Harry Potter world is a 10 minute drive.

Top guest favourite

Guesthouse in Oxfordshire

4.96 out of 5 average rating, 504 reviews

Spacious country retreat or romantic mini break

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little retreat ticks all boxes to make your stay comfortable & cosy! Very spacious and an ideal place to come and relax for a romantic countryside break. Fantastic pub just 50m from the doorstep that serves food most days (please check) but there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

Guest favourite

Guesthouse in Garsington

4.94 out of 5 average rating, 443 reviews

The Pool House

Flash Sales!!!! Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. (Pool is now heated!) During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Guest favourite

Guesthouse in Taplow

4.95 out of 5 average rating, 508 reviews

Luxury Rustic Log Cabin... secluded deck & garden

A rustic cabin in lovely gardens adjacent to the main house. It has its own secluded garden & deck. Secure parking in large gravel drive. Ideal for Guests attending weddings/celebrations at Hedsor or Cliveden House Visiting the Gardens, Tea or Spa Day at Cliveden it’s on our doorstep! 8 miles to Windsor, visit a famous Castle. Beautiful walks by the River Thames, very pretty local villages with quaint country pubs Suitable two guests Please do NOT book if you are scared of dogs.

Top guest favourite

Guesthouse in Radnage

5 out of 5 average rating, 219 reviews

Chilterns Country Escape

Perfect for your escape to the country, a self-contained annexe set in the Area of Outstanding Natural Beauty that is The Chilterns, yet only a short drive from the M40 motorway, London and Oxford. There is everything that you need, whether for overnight or a longer stay, with a well equipped kitchen. Come for the peace and quiet, admire the wildlife, explore the unspoiled countryside on foot or by bicycle or enjoy the wealth of top class local restaurants and tourist attractions.

Guest favourite

Guesthouse in Loudwater

4.91 out of 5 average rating, 103 reviews

Stunning One Bedroom Annex

Our house has the 'Loudwater' sign right outside our house if you don't see the number 9 in the dark. We are also directly opposite Thanestead Court. Our place is just off junction 3 High Wycombe East from M40 so a great location to get to all places in Buckinghamshire as well as to London. The location is very peaceful and there is a garden and outside dining table for those who like to eat and relax outside on nicer evenings.

Guest favourite

Guesthouse in Northchurch

4.85 out of 5 average rating, 258 reviews

The Chalet at Rosemary Cottage

Self contained chalet right on the BUSY High St of Northchurch , 2 minutes away from the Grand Union canal, half a mile from Berkhamsted, Tring & train stations. Shops across the road and lovely bakery/café next door. Not suitable for long stays!!! Not a place to come to for peace & tranquility: the High St is busy, especially so at rush hour. 0ur driveway is reserved for family use. Plenty of street parking available.

Top guest favourite

Guesthouse in Shenley

4.95 out of 5 average rating, 132 reviews

The Stables w/ Hot Tub & Gym

Welcome to our charming country cottage, where we've transformed a historic stables into a cozy Airbnb getaway. Nestled in the heart of the countryside, our property blends rustic charm with modern comforts, offering a serene escape for travellers seeking relaxation and adventure. Indulge in your very own private hot tub, take in the stunning countryside views, and experience ultimate tranquility.

Top guest favourite

Guesthouse in Hertfordshire

4.95 out of 5 average rating, 227 reviews

Lovely Studio Apartment near Harry Potter Tour

This fabulous studio is within easy access to the M25 and M1 (both only a few miles away) and is less than a mile away from the mainline station in Kings Langley. It is an ideal location for visitors to the Harry Potter studios in Leavesden (approx 8 minutes by car). It can accommodate two people in a Superking bed making it ideal for couples, (not suitable for toddlers or very young children).